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Vacation rentals in Pensacola, Florida, United States

Photos showing new landscaping and outdoor furniture.

Sunshine Beach House (heated pool) Pensacola Beach

Sunshine Beach House (heated pool) Pensacola Beach

Latest photo of the back yard with new landscaping and outdoor furniture.

Sunshine Beach House (heated pool) Pensacola Beach

Sunshine Beach House (heated pool) Pensacola Beach

3 bedrooms·2 baths

Pensacola Beach • Florida

4.91(190 reviews)

$ 1.235,63 USD totaal voor 3 nachten

31 okt – 3 nov 2026

BlueSky Beach House (heated pool) Pensacola Beach

BlueSky Beach House (heated pool) Pensacola Beach

Photo of the public beach on the Gulf of Mexico. 5 to 10 minute walk away.

BlueSky Beach House (heated pool) Pensacola Beach

BlueSky Beach House (heated pool) Pensacola Beach

BlueSky Beach House (heated pool) Pensacola Beach

3 bedrooms·2 baths

Pensacola Beach • Florida

4.99(111 reviews)

$ 1.296,38 USD totaal voor 3 nachten

27–30 okt 2026

Coral Creek Beach Haven

4 bedrooms·2 baths

Pensacola • Florida

$ 1.283,70 USD $ 1.233,26 USD totaal voor 3 nachten

26–29 sep 2026

Downstairs Half Bath

Bayou Bungalow

3 bedrooms·1½ baths

Milton • Florida

$ 600,00 USD totaal voor 3 nachten

26–29 sep 2026

Surrey Escape

3 bedrooms·2 baths

Pensacola • Florida

4.98(99 reviews)

$ 529,93 USD totaal voor 3 nachten

29 sep – 2 okt 2026

Open-concept living room with white brick fireplace and bay views at Gulf Breeze waterfront house near Pensacola

Private deck with outdoor furniture and bay views at Bayfront Bliss Gulf Breeze pet-friendly waterfront vacation home

Welcoming entry at Bayfront Bliss Gulf Breeze bayfront vacation rental near Pensacola Beach

Private deck with outdoor furniture and bay views at Bayfront Bliss Gulf Breeze pet-friendly waterfront vacation home

Gulf Breeze 3 Bedroom Sleeps 12 Bayfront Retreat

3 bedrooms·3 baths

Gulf Breeze • Florida

$159 – $425/ nacht(excl. kosten & belastingen)

Kitchen with subway tile backsplash and stainless appliances at pet-friendly Gulf Breeze bayfront vacation rental home

Coastal bedroom with comfortable bedding at Bayfront Bliss Gulf Breeze bayfront house near Pensacola Beach Florida

Turquoise Adirondack chairs overlooking the bay at Gulf Breeze bayfront vacation rental

Open-concept living room with bay views at Gulf Breeze waterfront house near Pensacola

Open-concept living room with cozy furniture with sleeper sofa and bay views at Gulf Breeze waterfront house near Pensacola

Gulf Breeze 1 Bedroom Sleeps 4 Bayfront Retreat

1 bedroom·1 bath

Gulf Breeze • Florida

$79 – $277/ nacht(excl. kosten & belastingen)

Comfortable studio unit with murphy bed and kitchenette with Bayfront waterfront views

Waterfront view of bayfront in Guld Breeze with private boatdock

Onlooking studio unit with private patio and brick exterior

Comfortable murphy bed extended with flat screen TV

Comfortable murphy bed extended with flat screen TV with private bathroom showing

Gulf Breeze Bayfront Hideaway! Tiny Home in Gulf Breeze Sleeps 2

1 bedroom·1 bath

Gulf Breeze • Florida

$69 – $197/ nacht(excl. kosten & belastingen)

NAS Pensacola Blue Angels 15 min to Beach Family Friendly

NAS Pensacola Blue Angels 15 min to Beach Family Friendly

NAS Pensacola Blue Angels 15 min to Beach Family Friendly

NAS Pensacola Blue Angels 15 min to Beach Family Friendly

NAS Pensacola Blue Angels 15 min to Beach Family Friendly

NAS Pensacola Blue Angels 15 min to Beach Family Friendly

1 bedroom·1 bath

Pensacola • Florida

$85 – $164/ nacht(excl. kosten & belastingen)

Family friendly 3 bed home minutes from beaches!

Family friendly 3 bed home minutes from beaches!

Family friendly 3 bed home minutes from beaches!

Family friendly 3 bed home minutes from beaches!

Main Bedroom with en suite bath

Family friendly 3 bed home minutes from beaches!

3 bedrooms·2 baths

Gulf Breeze • Florida

5(36 reviews)

$ 664,00 USD totaal voor 3 nachten

18–21 okt 2026

Fred’s Nest-Perdido Bay Golf Villa-Close to Beach image 1

Unwind in this inviting Pensacola townhome complete with chic nautical decor and a large smart TV - the ideal spot for movie nights or morning coffee before exploring the Gulf Coast.

Fred’s Nest-Perdido Bay Golf Villa-Close to Beach image 3

Spacious backyard with lush greenery and plenty of room to relax that overlooks the golf course.

Fred’s Nest-Perdido Bay Golf Villa-Close to Beach image 5

Fred’s Nest-Perdido Bay Golf Villa-Close to Beach

2 bedrooms·1½ baths

Pensacola • Florida

5(32 reviews)

$ 537,60 USD $ 500,64 USD totaal voor 3 nachten

26–29 sep 2026

Waterfront Home w/Kayaks

Waterfront Home w/Kayaks

Waterfront Home w/Kayaks

Waterfront Home w/Kayaks

Waterfront Home w/Kayaks

Waterfront Home w/Kayaks

3 bedrooms·2 baths

Gulf Breeze • Florida

4.97(38 reviews)

$ 725,26 USD totaal voor 3 nachten

28 sep – 1 okt 2026

Sunset Grill located just down the road. There is also a children play area at the restaurant.

Walkway from the back door to the pool.

Pool and workout room with Sauna and Steamroom

Private Beach within the gated community.

Community view when driving over the Theo Barrs bridge. Notice the private beach and boat on the intercoastal waterway.

Your Ultimate Family Getaway: Perdido Key Florida

3 bedrooms·2½ baths

Perdido Key • Florida

5(15 reviews)

$ 1.426,40 USD totaal voor 4 nachten

26–30 sep 2026

Perdido Key - Beach and Sparkling Pool. Sleeps 6.

Built-in Bunkbeds

Perdido Key - Beach and Sparkling Pool. Sleeps 6.

2 bedrooms·2 baths

Pensacola • Florida

4.95(66 reviews)

$ 801,47 USD totaal voor 3 nachten

26–29 sep 2026

GRAND CARIBBEAN #310: A SERENE BEACH GETAWAY...

GRAND CARIBBEAN #310: A SERENE BEACH GETAWAY...

GRAND CARIBBEAN #310: A SERENE BEACH GETAWAY...

GRAND CARIBBEAN #310: A SERENE BEACH GETAWAY...

GRAND CARIBBEAN #310: A SERENE BEACH GETAWAY...

GRAND CARIBBEAN #310: A SERENE BEACH GETAWAY...

1 bedroom·1 bath

Perdido Key • Florida

4.91(174 reviews)

$ 935,00 USD totaal voor 3 nachten

7–10 dec 2026

Wonderful home up on pilings.

Dine Al fresco on our new quiet deck nestled up against a treed area on the side of our home. Enjoy your coffee listening to the birds or a glass of wine in the evening as you relax outdoors.

Private spacious yard.

Enter into the cozy kitchen fully equipped with with everything you need.

Innerarity Hide-A-Way

3 bedrooms·2 baths

Escambia County • Florida

5(13 reviews)

$ 976,80 USD totaal voor 4 nachten

26–30 sep 2026

Family Villa: Pool, Beach, Bountiful Amenities!

Family Villa: Pool, Beach, Bountiful Amenities!

Family Villa: Pool, Beach, Bountiful Amenities!

Family Villa: Pool, Beach, Bountiful Amenities!

Family Villa: Pool, Beach, Bountiful Amenities!

Family Villa: Pool, Beach, Bountiful Amenities!

4 bedrooms·4 baths

Pensacola • Florida

4.96(51 reviews)

$ 1.353,80 USD totaal voor 3 nachten

26–29 sep 2026

Gourmet open concept kitchen w upgraded appliances - cook your fave recipes!

Open concept living room w large cozy sofa for relaxing

Full bathroom 1 in primary bedroom suite - spacious double vanity

Community pool & private beach access - Lost Key Golf and Beach Club

Upscale gas fire pit for cozy conversation in cooler evenings

Coastal Oasis @ Lost Key Golf & Beach Club

4 bedrooms·4 baths

Perdido Key • Florida

5(48 reviews)

$ 1.617,12 USD $ 1.491,30 USD totaal voor 3 nachten

26–29 sep 2026

View from your porch

Upgraded seating

Less than 10 steps to the pool. Chairs have been upgraded.

Oceanfront | Gated Entry | Pool | King Bed

Oceanfront | Gated Entry | Pool | King Bed

Oceanfront | Gated Entry | Pool | King Bed

2 bedrooms·1 bath

Perdido Key • Florida

$ 914,00 USD totaal voor 3 nachten

26–29 sep 2026

As the sky turns pink and gold, you slide into water that's still warm from the day — string lights flicker on, and the whole yard feels like it's just for you.

Popcorn's out, Disney's on, and the black leather sofas fit the whole crew — this is where the evening actually happens

Sandwiches piled high, a pitcher of lemonade catching the light — pull up a chair, because this table was built for a crowd that likes to eat together.

Crisp linens, a wide TV, and your beach bag already packed on the bed — this room says the only thing left to do is go

Fully equipped and beach-ready — brew a fresh pot, pack a beach bag, and you're out the door. This bright, modern kitchen makes mornings effortless.

Paradise Breeze

3 bedrooms·2 baths

Gulf Breeze • Florida

$ 1.357,13 USD totaal voor 3 nachten

26–29 sep 2026

Paradise Found at Lost Key Resort: Tropical Bliss

Paradise Found at Lost Key Resort: Tropical Bliss

Paradise Found at Lost Key Resort: Tropical Bliss

Paradise Found at Lost Key Resort: Tropical Bliss

Paradise Found at Lost Key Resort: Tropical Bliss

Paradise Found at Lost Key Resort: Tropical Bliss

4 bedrooms·4 baths

Perdido Key • Florida

5(149 reviews)

$ 1.453,48 USD $ 1.352,66 USD totaal voor 3 nachten

7–10 okt 2026

Coastal-chic living area with smart TV and fresh, airy decor

Coastal Cottage with Private Beach

Serene bedroom with en-suite access, organized closet & ceiling fan

Fenced backyard with 3-burner gas grill—perfect for BBQ nights

Cozy fenced yard with fire pit, Adirondack lounge & sunset glow

Coastal Cottage with Private Beach

3 bedrooms·2 baths

Gulf Breeze • Florida

$ 647,00 USD totaal voor 3 nachten

29 sep – 2 okt 2026

Bright and inviting living room with comfortable seating—perfect for relaxing after a day of exploring.

The spacious master bedroom includes a smart tv and additional dressers for an ample amount of storage during your stay.

Bright, modern kitchen featuring full-size appliances and ample counter space.

Spacious dining area with seating for up to 8 guests—perfect for family meals and group gatherings.

Game room featuring an indoor basketball arcade, retro-style video game machine, foosball table, and a cozy seating area with a white sofa and teal cushions. Decor includes a surfboard, wall-mounted TV, and natural light from multiple windows.

Arcade Beach Retreat| Firepit | King Bds| Hot Tub!

4 bedrooms·3½ baths

Perdido Key • Florida

5(59 reviews)

$ 982,13 USD totaal voor 3 nachten

26–29 sep 2026

Welcome to CaliFlorida Dreamin', with the *ALL NEW* "Florida Livin" paver patio/firepit.

Family and friends can relax in this newly constructed 'Sweet Retreat' family room.

It's said the destination's not the reward... but it is in Perdido Key.

BTW, what are your 'beach weapons' of choice?!

First floor features family room, fully-stocked kitchen with air fryer...

★Modern★Minutes to the Beach★PorchTV★Game Room★

4 bedrooms·3½ baths

Perdido Key • Florida

4.96(23 reviews)

$ 1.610,08 USD $ 1.547,72 USD totaal voor 3 nachten

27–30 dec 2026